| 1004321-32-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• CAS: 1004321-32-7
• 化学式: C₃₅H₄₄N₆O₉
• 分子量: 692.769
• InChiKey: PCMQNJUTIMUQMX-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  50.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  206.54
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  在 bis-triphenylphosphine-palladium(II) chloride 对硝基苯酚 、 三正丁基氢锡 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以100%的产率得到
  参考文献：
  名称：

  Zipper Assembly of Photoactive Rigid-Rod Naphthalenediimide π-Stack Architectures on Gold Nanoparticles and Gold Electrodes

  摘要：

  We introduce zipper assembly as a simple and general concept to create complex functional architectures an conducting surfaces. Rigid-rod pi-stack architecture composed of p-oligophenyl rods and blue naphthalenediimide (NDI) stacks is selected as an example. First, short p-quaterphenyl initiators with four anionic NDIs are deposited on gold. Then, long p-octiphenyl propagators with eight cationic NDIs are added. The lower half of the propagator pi-stacks with the initiator, whereas the upper half of the molecule remains free. These cationic sticky-ends zip up with anionic propagators to produce anionic sticky-ends, and so on. Zipper assembly on gold nanoparticles is demonstrated by the appearance of the absorption of face-to-face NDI pi-stacks and the shift of the surface plasmon resonance band with increasing layer thickness. Complete inhibition by zipper capping demonstrates that zipper assembly affords complex architectures that are more ordered than those obtained by conventional layer-by-layer (LBL) approaches. Zipper assembly on gold electrodes produces increasing photocurrents with increasing number of zipped layers. The photocurrents obtained by this method are much higher than those obtained by conventional LBL controls; zipper termination by capping cleanly stops any increase in photocurrent.

  DOI：

  10.1021/ja077099v
• 作为产物：
  描述：

  alloc-en-Cl,Cl-NDI-Glu(t-Bu)-NH2 、 异丙胺 在 1,3-二甲基-2-咪唑啉酮 作用下， 反应 20.0h， 以60%的产率得到
  参考文献：
  名称：

  Zipper Assembly of Photoactive Rigid-Rod Naphthalenediimide π-Stack Architectures on Gold Nanoparticles and Gold Electrodes

  摘要：

  We introduce zipper assembly as a simple and general concept to create complex functional architectures an conducting surfaces. Rigid-rod pi-stack architecture composed of p-oligophenyl rods and blue naphthalenediimide (NDI) stacks is selected as an example. First, short p-quaterphenyl initiators with four anionic NDIs are deposited on gold. Then, long p-octiphenyl propagators with eight cationic NDIs are added. The lower half of the propagator pi-stacks with the initiator, whereas the upper half of the molecule remains free. These cationic sticky-ends zip up with anionic propagators to produce anionic sticky-ends, and so on. Zipper assembly on gold nanoparticles is demonstrated by the appearance of the absorption of face-to-face NDI pi-stacks and the shift of the surface plasmon resonance band with increasing layer thickness. Complete inhibition by zipper capping demonstrates that zipper assembly affords complex architectures that are more ordered than those obtained by conventional layer-by-layer (LBL) approaches. Zipper assembly on gold electrodes produces increasing photocurrents with increasing number of zipped layers. The photocurrents obtained by this method are much higher than those obtained by conventional LBL controls; zipper termination by capping cleanly stops any increase in photocurrent.

  DOI：

  10.1021/ja077099v